THE CHEMISTRY OF TAXANES - UNEXPECTED REARRANGEMENT OF BACCATIN-III DURING CHEMOSELECTIVE DEBENZOYLATION WITH BU3SNOME/LICL

被引:36
作者
FARINA, V
HUANG, S
机构
[1] Bristol-Myers Squibb, Pharmaceutical Research Institute, Wallingford, CT 06492-7660
关键词
D O I
10.1016/0040-4039(92)88078-J
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemoselective debenzoylation of 7,13-diacetyl baccatin III was achieved with tributyltin methoxide in NMP in the presence of lithium chloride as an activating agent. Surprisingly, the debenzoylation reaction was followed by rapid intramolecular cleavage of the oxetane ring to produce a novel taxane structure featuring a tetrahydrofuran ring.
引用
收藏
页码:3979 / 3982
页数:4
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